301 Oak Street
Waterbury, Connecticut 06705
- Beds
- 3
- Baths
- 3
- SqFt
- 1,830
- Acres
- 0.21
- Year Built
- 1988
- Property Type
- 3 Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Investor package - 301 Oak St is sold together with 299 Oak St (see related MLS listing 24218013); package price $369,900 for both parcels, this listing reflects the allocation for 301 only. One-story 3-unit building on a slab: three 1-bed / 1-bath apartments, each with its own electric panel and water heater, electric heat. Two units are fully renovated; the third needs flooring and a kitchen (bath is done) and the flooring materials are on site and convey. Center unit is tenant-occupied. Good off-street parking. Next door, 299 Oak St is a 2-family (1889) with a separate studio over the detached garage - six potential units across the package, buyer to verify unit count and zoning with the City of Waterbury. Strictly as-is. Cash or hard money only. Bring your contractor and your vision.
Key Facts
- City/Town
- Waterbury
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1988
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 3 full
- Living Area
- 1,830 sq ft
- Lot Size
- 0.21 acres
- Garage / Parking
- 6 total
- Property Taxes
- $7,196 / Annually
Market Snapshot
The Waterbury Market
Multi-Family · trailing 12 months
Active Listings
71
31 under contract
Median List Price
$469,900
71 active listings
Median Closed Price
$419,900
197 sales
Median Days on Market
32
71 active listings
Median $ / Sq Ft
$159
71 active listings
Sale-to-List Ratio
100.0%
197 sales
How this home compares
List Price
$203,000
vs $469,900 median
56.8% below median
Price / Sq Ft
$111
vs $159 median
30.2% below median
Days on Market
0 days
vs 32 days median
32 days fresher than median
Based on 71 active and 197 closed sales (trailing 12 mo) of multi-family in Waterbury. Source: SmartMLS · As of October 30, 2026.
Location
301 Oak Street, Waterbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$1,107
- Property Taxes$600
- Insurance$68
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Waterbury
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- 3 Family
- Style
- Units are Side-by-Side
- Year Built
- 1988
- New Construction
- No/Resale
- Living Area
- 1,830 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Baseboard
- Heat Fuel
- Electric
- Cooling
- None
- Basement
- None
Exterior & Lot
- Lot Size
- 0.21 acres
- Zoning
- RM
- Garage / Parking
- 6 total parking spacesPavedOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Slab
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,196 / Annually
- Days on Market
- 0
- MLS #
- 24218005
- MLS Status
- Active
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/30/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 10/30/2026 at 5:11 PM UTC.